2-Pyridinecarboxaldehyde → HCID 73996738, compound

HRID 1007272Notes

Reaction equation

HRID 1007272 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][C:9](=[S:12])[NH:10][NH2:11])[CH:2]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH:19]=O>C(O)(=O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][C:9](=[S:12])[NH:10][N:11]=[CH:19][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][N:13]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 142732-PyridinecarboxaldehydeHCID 6764674-(3-Picolyl)-3-thiosemicarbazide

Product 1

HCID 73996738HCID 73996738, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The title compound was prepared from a mixture of 4-(3-picolyl)-3-thiosemicarbazide (100 mg, 0.549 mmol), 2-pyridinecarboxaldehyde (52 μL, 0.549 mmol) and glacial acetic acid (62 μL) similar to Example 3 and isolated as a white solid (87 mg, 58%). 1H NMR (DMSO-d6): 11.76 (s, 1H), 9.18 (t, J=6.0 Hz, 1H), 8.45-8.43 (m, 2H), 8.33 (dd, J=1.7, 4.7 Hz, 1H), 8.15 (d, J=8.4 Hz, 1H), 8.0 (s, 1H), 7.72 (t, J=8.0 Hz, 1H), 7.64 (d, J=7.8 Hz, 1H), 7.28-7.22 (m, 2H), 4.74 (d, J=6.3 Hz, 2H).

Sources & evidence

ORD record
ord-acfbbbbc086d4317b3d08865b3c8e5d8
Source dataset
uspto-grants-2004_09
Patent number
US06794400B2

Reaction notes

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